Bretylium tosylate (CHEM016594)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:38:01 UTC
Update Date2016-11-09 01:15:26 UTC
Accession NumberCHEM016594
Identification
Common NameBretylium tosylate
ClassSmall Molecule
DescriptionThe tosylate salt of bretylium. It blocks noradrenaline release from the peripheral sympathetic nervous system, and is used in emergency medicine, cardiology, and other specialties for the acute management of ventricular tachycardia and ventricular fibrillation.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(2-Bromobenzyl)ethyldimethylammonium toluene-4-sulfonateChEBI
(2-Bromobenzyl)ethyldimethylammonium tosylateChEBI
(O-Bromobenzyl)ethyldimethylammonium p-toluenesulfonateChEBI
2-Bromo-N-ethyl-N,N-dimethylbenzenemethanaminium 4-methylbenzenesulfonateChEBI
Bretylii tosilasChEBI
Dimethylethyl-O-bromobenzylammonium-p-toluenesulphonateChEBI
N-Ethyl-N-O-bromobenzyl-N,N-dimethylammonium tosylateChEBI
Tosilate de bretyliumChEBI
Tosilato de bretilioChEBI
Bretylium tosilateKegg
BretylolKegg
(2-Bromobenzyl)ethyldimethylammonium toluene-4-sulfonic acidGenerator
(2-Bromobenzyl)ethyldimethylammonium toluene-4-sulphonateGenerator
(2-Bromobenzyl)ethyldimethylammonium toluene-4-sulphonic acidGenerator
(2-Bromobenzyl)ethyldimethylammonium tosylic acidGenerator
(O-Bromobenzyl)ethyldimethylammonium p-toluenesulfonic acidGenerator
(O-Bromobenzyl)ethyldimethylammonium p-toluenesulphonateGenerator
(O-Bromobenzyl)ethyldimethylammonium p-toluenesulphonic acidGenerator
2-Bromo-N-ethyl-N,N-dimethylbenzenemethanaminium 4-methylbenzenesulfonic acidGenerator
2-Bromo-N-ethyl-N,N-dimethylbenzenemethanaminium 4-methylbenzenesulphonateGenerator
2-Bromo-N-ethyl-N,N-dimethylbenzenemethanaminium 4-methylbenzenesulphonic acidGenerator
Dimethylethyl-O-bromobenzylammonium-p-toluenesulfonateGenerator
Dimethylethyl-O-bromobenzylammonium-p-toluenesulfonic acidGenerator
Dimethylethyl-O-bromobenzylammonium-p-toluenesulphonic acidGenerator
N-Ethyl-N-O-bromobenzyl-N,N-dimethylammonium tosylic acidGenerator
Tosilic acid de bretyliumGenerator
Bretylium tosilic acidGenerator
Bretylium tosylic acidGenerator
OrnidMeSH
BretylateMeSH
(2-Bromophenyl)methyl-ethyl-dimethylazanium;4-methylbenzenesulfonic acidGenerator
(2-Bromophenyl)methyl-ethyl-dimethylazanium;4-methylbenzenesulphonateGenerator
(2-Bromophenyl)methyl-ethyl-dimethylazanium;4-methylbenzenesulphonic acidGenerator
Du pont brand OF bretylium tosilateMeSH
Bretylium tosylateMeSH
GlaxoSmithKline brand OF bretylium tosilateMeSH
Chemical FormulaC18H24BrNO3S
Average Molecular Mass414.360 g/mol
Monoisotopic Mass413.066 g/mol
CAS Registry Number61-75-6
IUPAC Name[(2-bromophenyl)methyl](ethyl)dimethylazanium 4-methylbenzene-1-sulfonate
Traditional Namebretylium tosylate
SMILESCC1=CC=C(C=C1)S([O-])(=O)=O.CC[N+](C)(C)CC1=CC=CC=C1Br
InChI IdentifierInChI=1S/C11H17BrN.C7H8O3S/c1-4-13(2,3)9-10-7-5-6-8-11(10)12;1-6-2-4-7(5-3-6)11(8,9)10/h5-8H,4,9H2,1-3H3;2-5H,1H3,(H,8,9,10)/q+1;/p-1
InChI KeyKVWNWTZZBKCOPM-UHFFFAOYSA-M
Chemical Taxonomy
Description belongs to the class of organic compounds known as p-methylbenzenesulfonates. These are benzenesulfonic acids (or derivative thereof) carrying a methyl group at the para- position.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzenesulfonic acids and derivatives
Direct Parentp-Methylbenzenesulfonates
Alternative Parents
Substituents
  • P-methylbenzenesulfonate
  • Tosyl compound
  • Arylsulfonic acid or derivatives
  • Benzenesulfonyl group
  • 1-sulfo,2-unsubstituted aromatic compound
  • Benzylamine
  • Phenylmethylamine
  • Bromobenzene
  • Halobenzene
  • Aralkylamine
  • Toluene
  • Aryl bromide
  • Aryl halide
  • Tetraalkylammonium salt
  • Quaternary ammonium salt
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Organosulfonic acid
  • Sulfonyl
  • Organosulfur compound
  • Organonitrogen compound
  • Organobromide
  • Organohalogen compound
  • Hydrocarbon derivative
  • Amine
  • Organic salt
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkNot Available
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00013 g/LALOGPS
logP0.57ALOGPS
logP-1.1ChemAxon
logS-6.5ALOGPS
pKa (Strongest Acidic)17.58ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity72.89 m³·mol⁻¹ChemAxon
Polarizability23.28 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraNot Available
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDBSALT001050
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkBretylium
Chemspider IDNot Available
ChEBI ID3173
PubChem Compound ID6100
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available